Acetic Anhydride → 2-Acetylaminothiazol-4-carboxamide

HRID 1919560Notes

Reaction equation

HRID 1919560 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([NH2:9])=[O:8])[N:6]=1.[C:10](OC(=O)C)(=[O:12])[CH3:11]>C(O)(=O)C>[C:10]([NH:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([NH2:9])=[O:8])[N:6]=1)(=[O:12])[CH3:11]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 2571492-Amino-1,3-thiazole-4-carboxamide

Product 1

HCID 2572002-Acetylaminothiazol-4-carboxamideYield 92%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

g (28 mmol) 2-Aminothiazol-4-carboxamide was dissolved in 40 ml glacial acetic acid, to which added 2.8 ml (29.6 mmol) acetic anhydride, followed by reacting under reflux for 2 hr, and naturally cooling down to precipitate a large quantity of solids, which were filtered, washed and dried to obtain 4.7 g 2-acetylaminothiazol-4-carboxamide (yield 92%) with mp>250° C.

Workup

  1. temperatureunder reflux for 2 hr
  2. temperaturenaturally cooling down
  3. customto precipitate a large quantity of solids, which
  4. filtrationwere filtered
  5. washwashed
  6. customdried

Sources & evidence

ORD record
ord-52718580884a4dfe9714e158ebcecefb
Source dataset
uspto-grants-2012_05
Patent number
US08168642B2

Reaction notes

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